تفاعل #974943

معادلة التفاعل

2-methyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one

sodium hydride

diethyl cyanomethylphosphonate

→

title compound

المردود 68.0%

(2-methyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)acetonitrile

المردود 68.0%

المذيبات

tetrahydrofuran

water

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at 50° C. for 30 min
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلwashed with water and saturated brine
4. 4
   تجفيفdried over anhydrous sodium sulfate
5. 5
   أخرىThe solvent was evaporated under reduced pressure
6. 6
   أخرىthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=35/65→70/30)

الإجراء التجريبي

To a suspension of 60% sodium hydride (116 mg, 2.90 mmol) in tetrahydrofuran (8 mL) was added diethyl cyanomethylphosphonate (516 μL, 3.19 mmol), and the mixture was stirred at room temperature for 30 min. A solution of 2-methyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one (180 mg, 0.97 mmol) in tetrahydrofuran (2 mL) was added thereto, and the mixture was stirred at 50° C. for 30 min. The reaction solution was diluted with water, extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=35/65→70/30) to give the title compound (138 mg, yield 68%).

المصدر